Synthesis, characterization and biological evaluation of novel series of 2-(benzylamino)-2-oxoethyl]-2-oxo-2H-1-benzopyran-3-carboxamide derivatives

Abstract

A novel series of benzopyran-3-carboxamide derivatives have been designed and synthesized using a smooth and linear multistep synthesis. Amidation of coumarin-3-carboxylic acid with glycine ethyl ester in the presence of EDC.HCl and HOBt as coupling agent followed by the hydrolysis results in the formation of key synthon, [(2-oxo-2<em>H</em>-1-benzopyran-3-carbonyl) amino] acetic acid <strong>7</strong> which is further coupled with substituted aryl amines using HATU in combination with Hünig’s base to get the target compounds <strong>8(a-h)</strong>. The synthesized compounds have been screened for their <em>in vitro</em> antibacterial and antioxidant activity and the results are expressed as MIC and IC₅₀ values respectively. Further, the binding ability of synthesized compounds with different proteins have been examined by molecular docking studies.